Festivals in Colorado Springs

Festivals and fairs across the city — from food to art and culture.

2026 Paddling Film Festival — Colorado Springs event
May 30, 2026, 12:00 PM

2026 Paddling Film Festival

Event Details: Join UpaDowna & Medicine Wheel Trail Advocates for the Paddling Film Festival on the lawn at Medicine Wheel! Before the screening, enjoy a beverage, hit up the food truck & do some shopping! There will be local vendors, other nonprofits, yard games & prize giveaways. All ages are welcome. All proceeds support UpaDowna, a 501c3 nonprofit dedicated to outdoor adventure and accessibility & Medicine Wheel Trail Advocates, a team that works hard for sustainable trail access, preserving Colorado’s natural landscapes, and fostering a welcoming mountain bike community. Thank you to our event sponsor Colorado Whitewater! This calendar listing is brought to you by Peak Radar, the Pikes Peak region’s one-stop, online website for arts and entertainment events, powered by the Cultural Office of the Pikes Peak Region.

720 W Monument St.
peakradar

Festivals and Fairs in Colorado Springs

Colorado Springs hosts festivals year-round, from the Colorado Springs Labor Day Lift Off balloon festival to Territory Days in Old Colorado City. Art walks, food truck rallies, cultural celebrations, and seasonal markets bring the community together throughout the year.

Our events calendar tracks festivals and fairs from PeakRadar, the Downtown Partnership, and other local sources. Check here for upcoming festivals in Colorado Springs, including street fairs, craft markets, and holiday celebrations.